6864-62-6Relevant articles and documents
Visible-light-driven radical 1,3-addition of selenosulfonates to vinyldiazo compounds
Li, Weiyu,Zhou, Lei
supporting information, p. 6652 - 6658 (2021/09/10)
Herein, we report a visible-light-driven radical 1,3-selenosulfonylation of vinyldiazo compounds with selenosulfonates, providing various γ-seleno allylic sulfones in good yields. This photochemical reaction was carried out at room temperature in an open flask using ethyl acetate as the solvent without any photocatalysts or additives. The control experiments corroborated that the 1,3-addition proceeded via a radical-chain propagation process. The synthetic applications of the resulting products were demonstrated by deselenization, reduction, bromination and allylation.
Regioselective Rhodium-Catalyzed Addition of β-Keto Esters, β-Keto Amides, and 1,3-Diketones to Internal Alkynes
Beck, Thorsten M.,Breit, Bernhard
supporting information, p. 5839 - 5844 (2016/12/18)
The first rhodium-catalyzed regioselective addition of 1,3-dicarbonyl compounds, including β-keto esters, β-keto amides, and 1,3-diketones, to internal alkynes furnishes branched allylic compounds. By applying RhI/DPEphos/TFA as the catalytic system, aliphatic as well as aromatic internal methyl-substituted alkynes act as suitable substrates to yield valuable branched α-allylated 1,3-dicarbonyl compounds regioselectively in good to excellent yields. A simple basic saponification–decarboxylation procedure provides access to valuable γ,δ-unsaturated ketones. The reaction shows a broad functional-group tolerance, and numerous structural variations on both reaction partners highlight the synthetic potential and flexibility of this method.
Prussian blue as an efficient catalyst for rate accelerations in the transesterification of β-ketoesters
Srinivas,Rajanna,Krishnaiah,Kumar, M. Satish,Reddy, J. Narender
, p. 1212 - 1220 (2014/04/17)
Prussian blue triggered transesterification of ethylacetoacetate with various alcohols underwent efficiently. The reaction is mild, eco-friendly, and selective with good yields. The proposed reaction pathway depicts the formation of an intermediate by the interaction of β-ketoesters with catalytic site of the Prussian blue, followed by nucleophilic attack of the alcohol at the electrophilic center followed by successive elimination of the proton to give the product. Observed longer reaction times under conventional conditions reduced amazingly under sonication and microwave irradiation followed enhanced yield of products.
